10

Westwood, MA Homes for Sale with Pool

Section Image
  • /32

    $7,500,000

    • 5 Beds
    • 7 Baths
    • 8,033 Sq Ft

    26 Longmeadow Dr, Westwood, MA 02090

    Nestled on over 7.4 acres abutting Hale Reservation, this stunning estate offers 8,000+ square feet of thoughtfully designed living space. Blending elegance with everyday comfort, this five-bedroom, four full bath, and three half-bath home provides rare privacy all within commuting distance of Boston. Set back from the road with a long private driveway, the property offers seclusion while being

    Donna Scott Group Coldwell Banker Realty - Wellesley

    26 Longmeadow Dr, Westwood, MA 02090
  • /41

    $3,790,000

    • 5 Beds
    • 8 Baths
    • 9,286 Sq Ft

    9 Stonegate Dr, Westwood, MA 02090

    NEW PRICE! Built in 2004 the first owner redid the interior space over 5 years w/ the finest custom millwork & luxury finishes coupled w/ exquisitely landscaped private grounds w/ pool, 2 spas, waterfall w/ grotto, outdoor patio w/ stone oven & a heated guest cabin thoughtfully located amidst hilltop gardens in a premier Westwood estate area. In addition to the gracious entry hall, formal dining

    Michael Viano Coldwell Banker Realty - Westwood

    9 Stonegate Dr, Westwood, MA 02090
  • /41

    $2,739,000

    • 5 Beds
    • 4.5 Baths
    • 5,266 Sq Ft

    39 Westbrook Ln, Westwood, MA 02090

    Opportunity to own this special property. Set on 3.64 acres in a walk to all neighborhood. Move in ready this home recently went through many renovations with three finished floors of living space and can accommodate multi generations. Offering a natural flow for entertaining or just enjoying with family it includes high ceilings, spacious rooms and walls of glass to allow natural light to beam

    Elena Price Coldwell Banker Realty - Westwood

    39 Westbrook Ln, Westwood, MA 02090
  • /30

    $6,650,000

    • 6 Beds
    • 6.5 Baths
    • 9,342 Sq Ft

    429 Summer St, Westwood, MA 02090

    This magnificent Georgian Colonial, set on 12+ acres in the heart of Westwood’s estate area, was designed by Johnson, Craven & Gibson and inspired by William Lawrence Bottomley’s Milburne in Richmond, VA. The stunning entry hall with its sweeping staircase is flanked by exquisite formal living and dining rooms, a classic library, and a wonderful breakfast room, all overlooking the south-facing

    John Boyle LandVest, Inc.

    429 Summer St, Westwood, MA 02090
  • /35

    $1,895,000

    • 4 Beds
    • 3.5 Baths
    • 3,768 Sq Ft

    132 Thatcher St, Westwood, MA 02090

    Stunning Colonial in Westwood’s sought-after Pine Hill School district! Centrally located on prestigious Thatcher Street, this elegant 4-bed, 3.5-bath home offers easy access for commuters, just minutes to highways, commuter rail, and top public/private schools. Inside, enjoy vaulted ceilings, Brazilian cherry hardwood floors, a chef’s kitchen stainless steel appliances. Kitchen opens to the

    DeWolfe Group Gibson Sotheby's International Realty

    132 Thatcher St, Westwood, MA 02090
  • /38

    $7,990,000

    • 8 Beds
    • 12 Baths
    • 17,175 Sq Ft

    18 Longmeadow Dr, Westwood, MA 02090

    Located in the highly sought-after Stevens Farm neighborhood of Westwood, this gated estate is set on 3.48 acres of beautifully landscaped grounds and was designed by noted architect Patrick Ahearn. The foyer, with its dramatic three-story atrium, leads to French doors opening on a 70’ terrace overlooking a spectacular pool and cabana. Formal living and dining rooms flow seamlessly off the

    John Boyle LandVest, Inc.

    18 Longmeadow Dr, Westwood, MA 02090
  • /38

    $995,000

    • 4 Beds
    • 2 Baths
    • 2,085 Sq Ft

    55 Lakeshore Dr, Westwood, MA 02090

    Welcome home ! Meticulously cared for and wonderfully updated this property checks all the boxes. Enter through the front entryway into the fireplaced sitting room. There is an office and generous sized formal dining room with builtins. The newer kitchen offers great space for entertaining with an island and breakfast area and access to the back deck. The family room is open to the kitchen and

    Elena Price Coldwell Banker Realty - Westwood

    55 Lakeshore Dr, Westwood, MA 02090
  • /24

    $895,000

    • 5 Beds
    • 1.5 Baths
    • 1,419 Sq Ft

    290 East St, Westwood, MA 02090

    Location, lifestyle, and opportunity come together at 290 East Street in Westwood’s sought-after Islington neighborhood. A true commuter’s dream, this charming Cape is just two blocks to the commuter rail, Islington Center, and Downey Elementary School—with sidewalks connecting it all. Set on a private half-acre lot, the home offers a flexible 5-bedroom layout ideal for today’s evolving needs.

    DeWolfe Group Gibson Sotheby's International Realty

    290 East St, Westwood, MA 02090
  • /17

    $1,785,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,482 Sq Ft

    360 Blue Hill Dr, Westwood, MA 02090

    First of three new homes being built in prime Westwood location offering timeless craftsmanship and modern design. 4 bedrooms / 4 full baths / 2-car garage. Impeccable millwork, high ceilings, and designer finishes. Gourmet kitchen with Thermador appliances, custom cabinets, quartz counters, and large island that opens to bright family room with gas fireplace. Formal dining room and private

    Elena Price Coldwell Banker Realty - Westwood

    360 Blue Hill Dr, Westwood, MA 02090
  • /26

    $9,690,000

    • 7 Beds
    • 8 Baths
    • 12,762 Sq Ft

    401 Sandy Valley Rd, Westwood, MA 02090

    Set at the end of a long winding drive, this remarkable 16+ acre estate abuts more than 100 acres of conservation land, creating a rare sense of privacy and natural beauty. Suited for formal entertaining, intimate gatherings, and gracious family living, it includes a welcoming main entrance hall, a wonderful living room with an attached library, a spacious formal dining room with adjoining

    John Boyle LandVest, Inc.

    401 Sandy Valley Rd, Westwood, MA 02090

Home Trends in Westwood, MA

Housing Trends

Median Sale Price
$1,200,000
Median Single Family Sale Price
$1,232,500
Median Townhouse Sale Price
$954,500
Median 2 Bedroom Sale Price
$832,500
Median 1 Bedroom Sale Price
$582,500
Average Price Per Sq Ft
$520
Number of Homes for Sale
15
Last 12 months Home Sales
146
Months of Supply
1.20
Median List Price
$1,195,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home